Trifluoroacetic acid → HCID 131726502, compound

HRID 1895436Notes

Reaction equation

HRID 1895436 reaction equation
C(O[C:6](=O)[N:7]([CH2:9][CH2:10][O:11][NH:12][C:13]([C:15]1[C:24]([NH:25][C:26]2[CH:31]=[CH:30][C:29]([Br:32])=[CH:28][C:27]=2[Cl:33])=[C:23]([F:34])[C:18]2[N:19]=[CH:20][N:21]([CH3:22])[C:17]=2[CH:16]=1)=[O:14])C)(C)(C)C.[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39]>C(Cl)Cl>[OH:40][C:38]([C:37]([F:42])([F:41])[F:36])=[O:39].[CH3:6][NH:7][CH2:9][CH2:10][O:11][NH:12][C:13]([C:15]1[C:24]([NH:25][C:26]2[CH:31]=[CH:30][C:29]([Br:32])=[CH:28][C:27]=2[Cl:33])=[C:23]([F:34])[C:18]2[N:19]=[CH:20][N:21]([CH3:22])[C:17]=2[CH:16]=1)=[O:14]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 87688601(2-{[6-(4-Bromo-2-chloro-phenylamino)-7-fluoro-3-methyl-3h-benzoimidazole-5-carbonyl]-aminooxy}-ethyl)-methyl-carbamic acid tert-butyl ester

Product 1

HCID 131726502HCID 131726502, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Prepared from (2-{[6-(4-bromo-2-chloro-phenylamino)-7-fluoro-3-methyl-3H-benzoimidazole-5-carbonyl]-aminooxy}-ethyl)-methyl-carbamic acid tert-butyl ester 29ww by trifluoroacetic acid deprotection in methylene chloride. MS APCI (+) m/z 470, 472 (M+, Br pattern) detected; 1H NMR (400 MHz, CD3OD) δ 8.31 (s, 1H), 7.74 (s, 1H), 7.51 (d, 1H), 7.19 (dd, 1H), 6.39 (dd, 1H), 4.11 (m, 2H), 3.97 (s, 3H), 3.12 (m, 2H), 2.72 (s, 3H); 19F NMR (376 MHz, CD3OD) −77.41 (s, 3F), −134.79 (s, 1F).

Sources & evidence

ORD record
ord-12bfd0255bdc439ebf97df7e6a4b2d11
Source dataset
uspto-grants-2013_08
Patent number
US08513293B2

Reaction notes

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